Conan O’Brien Takes a Jab at Trump and Putin During Oscars Monologue
The 97th Academy Awards were filled with memorable moments, but one of the night’s most talked-about highlights came from host Conan O’Brien, who didn’t hold back when addressing the recent controversy surrounding former President Donald Trump and Russian President Vladimir Putin.
O’Brien, known for his sharp wit, took aim at Trump’s tense exchange with Ukrainian President Volodymyr Zelenskyy, which unfolded in front of the world just days before the Oscars. The unexpected clash at the White House had already dominated headlines, and O’Brien made sure it didn’t go unnoticed during Hollywood’s biggest night.
A Heated Oval Office Confrontation
On February 28, Zelenskyy visited Washington, D.C., hoping to secure continued U.S. support in Ukraine’s ongoing defense against Russia’s invasion. However, instead of a productive discussion, the meeting with Trump—who was joined by Vice President JD Vance—quickly spiraled into an intense and public confrontation.
Trump, in an unfiltered outburst, accused Zelenskyy of “gambling with World War III,” suggesting that Ukraine was not in a strong enough position to dictate terms. His remarks, delivered in front of press cameras, left many stunned.
“You don’t have the cards right now,” Trump told Zelenskyy. “With us, you start having cards … You’re gambling with the lives of millions of people! You’re gambling with World War Three!”
Rather than offering reassurance or strategic guidance, Trump and Vance appeared dismissive of Ukraine’s struggle, drawing widespread criticism. The heated discussion ultimately led to Zelenskyy and his delegation cutting their visit short, leaving Washington without any clear resolution.
O’Brien’s Oscars Commentary
Conan: You know, Anora is having a good night. That’s great news. Two wins already. I guess Americans are excited to see somebody finally stand up to a powerful Russian. pic.twitter.com/UBeKpSigk8
— Acyn (@Acyn) March 3, 2025
Fast forward to the Oscars on March 2, where Conan O’Brien took the stage at the Dolby Theatre in Los Angeles. Known for his comedic timing and satirical takes on current events, he used the moment to take a pointed jab at the situation.
While discussing the success of the film Anora, O’Brien quipped:
“Anora’s doing great tonight. Two awards. I think Americans are finally ready for someone to stand up to a powerful Russian.”
The remark immediately resonated with the audience, as it appeared to be a direct reference to the growing sentiment that Trump’s stance on Ukraine was more favorable to Putin than to an ally fighting for its survival. Many critics argue that Trump is pressuring Ukraine into accepting a deal that would force them to surrender land—territory they have been fiercely defending since Russia’s invasion in 2022.
Political Undercurrents in Hollywood
It’s no secret that the Academy Awards often feature political commentary, and this year was no exception. With the recent White House debacle still fresh in everyone’s minds, O’Brien’s cleverly delivered dig highlighted the ongoing global concerns about U.S. foreign policy.
One thing remains clear: in the fallout from last week’s chaotic Oval Office meeting, there was only one real winner—Vladimir Putin.